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In the 1960s Carol McKerrow is a married woman living in Montana. She and her husband Loren, believing that she is infertile, adopt a baby boy they name Marc. Carol is surprised to discover that on the day they bring home Marc, she probably became pregnant with her first biological child. The child appears to be a perfectly physically fit boy. Carol names the child Paul. Soon, another child, Todd, is born.

Paul becomes a high achiever: a high school football hero, socially popular, named "best looking," and the class valedictorian. Paul however, since kindergarten, has felt that something was askew with the male gender that was assigned at birth. Paul begins to discover that she is transgender and changes her name to Kimberly Reed. She eventually transitions into a confident and successful women in society, and also happens to be lesbian. Kim's younger brother, Todd, eventually comes out as gay as well.

Reed eventually becomes a film maker and decides to make a documentary about her return home to Montana for her high school reunion. She documents her interaction with family, old friends and classmates as she tries to educate others on what it means to be transgender. She also documents her attempts at reconciling her relationship with her adopted brother Marc, who struggles to see her as female. She discovers many revelations on her journey including, among several other things, that Marc's shocking blood relationship as the secret grandson of Orson Welles and Rita Hayworth.

In the movie, the intense sibling rivalry and unforeseeable twists of plot force Kim's family to face serious challenges. Marc's mental health seriously declines throughout the documentary until he is voluntarily admitted to a mental health facility. At the same time, Kim learns to accept her entire past, including her childhood and early adulthood, in which she lived her life as male.

The documentary explores how growing up trans effects a person's development within their family and in society. It also show's how mental illness can challenge familial relationships and serve as a stumbling block to understanding modern changes in family dynamics.

Kimberly Reed and her mother Carol appeared on The Oprah Winfrey Show "Transgender Transition" on February 11, 2010, to discuss Kim's life and the documentary.

Marc McKerrow's biological mother, Rebecca Welles (Manning), secretly gave birth to a son on March 31, 1966, when she was 21. Orson Welles never knew about his grandson. Rita Hayworth arranged the adoption of her grandson and did not allow Rebecca to see or hold her son. When Marc was 21, he was in a car accident that resulted in a traumatic brain injury. This injury resulted in severe mental challenges to his health and required intense medical treatment to control violent outbursts.

Rebecca Welles died on her mother's, Rita Hayworth's, birthday October 17th in 2004 at the age of 59.

Marc McKerrow requested, through the courts, that his adoption file be opened. Through the adoption agency Marc discovered his true lineage and contacted his biological mother, Rebecca Welles, shortly before her death. According to Chris Welles Feder, Rebecca's eldest sister, a meeting between Marc and Rebecca never took place due to the aggressive advanced-stage cancer that quickly overtook her. Marc attended her funeral.

Marc McKerrow died suddenly in his sleep on June 18, 2010, only four months after Kim Reed's appearance on "Oprah." His death was "...caused by complications from a nocturnal seizure" related to his car accident.[1]